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A compound with molecular formula C4H6O4 produces a broad

Chapter 16, Problem 16.54

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QUESTION:

A compound with molecular formula C4H6O4 produces a broad signal between 2500 and 3600 cm-1 in its IR spectrum and produces two signals in its 1 H NMR spectrum (a singlet at 12.1 ppm with a relative integration of 1 and a singlet at 2.4 ppm with a relative integration of 2). Deduce the structure of the compound.

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QUESTION:

A compound with molecular formula C4H6O4 produces a broad signal between 2500 and 3600 cm-1 in its IR spectrum and produces two signals in its 1 H NMR spectrum (a singlet at 12.1 ppm with a relative integration of 1 and a singlet at 2.4 ppm with a relative integration of 2). Deduce the structure of the compound.

ANSWER:

Step 1 of 2

This exercise informs us that there is an unknown compound (with molecular formula \(\mathrm{C}_{4} \mathrm{H}_{8} \mathrm{O}_{4}\) ) which produces a broad signal between 2500 and \(3600 \mathrm{~cm}^{-1}\) in its IR spectrum and produces two signals in its \({ }^{1} \mathrm{H} \mathrm{NMR}\) spectrum. There is a singlet at \(12.1 \mathrm{ppm}\) with a relative integration of 1 and a singlet at \(2.4 \mathrm{ppm}\) with a relative integration of 2 . We're asked to deduce the structure of the compound.

 

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